Classic Harbor Line Boston

Come sail with us in Boston Harbor!

60 Rowes Wharf, Boston, MA 02110

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Dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston, we here at Classic Harbor Line are looking forward to the privilege of escorting you on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor: Schooner Adirondack III. Boston's rich maritime history is best viewed from the water, so why not do it in style? While out on the water on Bostons best boat tour, you will be treated to skyline view and Boston Harbor that cannot be captured any other way. This is the best way to go sightseeing in Boston! So come on out, kick up your feet, and let the Classic Harbor Line crew do all the heavy lifting (and drink pouring) for you. Sailing on the Adirondack III with us will provide a new perspective on the city of Boston for the first time visitor and the seasoned local alike!

Available Deal:

  • Classic Harbor Line Discount

    Use online promo code MASS10 and receive $10 off each ticket of any of Classic Harbor Line activities in Boston. Day &...

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    Thu, Mar 19 - Wed, Jul 1, 2015

Upcoming Event:

  • Day Sail on schooner Adirondack III

    Our classic afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better...

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    Sat, May 9 - Mon, Oct 12, 2015

Upcoming Event:

  • Sunset Sail on schooner Adirondack III

    Experience a beautiful Boston Harbor sunset on the water and see some of the city's waterfront landmarks as the sun...

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    Sat, May 9 - Mon, Oct 12, 2015

Upcoming Event:

  • Bridges and Locks of the Charles River

    Hop aboard Beacon for this exciting cruise through the bridge and lock system of the Charles River. Be amazed by...

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    Sat, May 9 - Sun, Oct 11, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

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    Sun, May 10, 2015

Upcoming Event:

  • Boston Harbor Islands Cruise on Yacht Beacon

    Looking for the perfect boat to take you out on the water this summer? Step aboard the Beacon for an...

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    Thu, May 21 - Sat, Oct 31, 2015

Upcoming Event:

  • Sunset Cruise in Boston Harbor aboard Yacht Beacon

    Find romance or relaxation! Take a sunset cruise departing from bustling Rowes Wharf and head out to watch the sun...

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    Thu, May 21 - Sat, Oct 31, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

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    Mon, May 25, 2015

Upcoming Event:

  • City Lights Sail on schooner Adirondack III

    This serene sail allows you to experience Boston with peaceful tranquility. Enjoy the evening sea breeze swirling around you and...

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    Fri, Jun 12 - Sat, Sep 5, 2015

Upcoming Event:

  • City Lights Cruise on Yacht Beacon

    Unwind after a long day on land on a City Lights Cruise aboard the yacht Beacon. Gaze at the glittering...

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    Fri, Jun 12 - Sat, Sep 5, 2015

Upcoming Event:

  • Father's Day Harbor Picnic Sail

    Grab your Pop for a fun-filled afternoon aboard our schooner with a lunch of fresh fruit, gourmet sandwiches, chips, and...

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    Sat, Jun 20, 2015

Upcoming Event:

  • Full Moon Sail aboard the Schooner Adirondack III

    Hop on board the elegant Adirondack III, a classic 80-foot pilot schooner, for our Full Moon Sail to see the...

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    Thu, Jul 2 - Fri, Aug 14, 2015

Upcoming Event:

  • 4th of July Sail

    What better way to celebrate our nation's independence than by viewing Boston's stellar fireworks display from the waters of Boston...

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    Sat, Jul 4, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

    See Event

    Sat, Jul 4, 2015

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

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    Tue, Jul 7, 2015

Upcoming Event:

  • Sails & Ales featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

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    Tue, Jul 7 - Tue, Sep 1, 2015

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

    See Event

    Tue, Jul 14, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

    See Event

    Sat, Jul 18, 2015

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

    See Event

    Tue, Jul 21, 2015

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

    See Event

    Tue, Jul 28, 2015

Upcoming Event:

  • Blue Moon Sail

    Hop on board the elegant Adirondack III, a classic 80-foot pilot schooner, for our Blue Moon Sail (2nd full moon...

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    Fri, Jul 31, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

    See Event

    Sat, Aug 15, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

    See Event

    Sat, Aug 29, 2015

Upcoming Event:

  • Boston Harbor Islands Picnic Sail

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

    See Event

    Mon, Sep 7, 2015

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